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Metal‐Free Triazole Formation as a Tool for Bioconjugation
Author(s) -
van Berkel Sander S.,
Dirks A. Ton J.,
Debets Marjoke F.,
van Delft Floris L.,
Cornelissen Jeroen J. L. M.,
Nolte Roeland J. M.,
Rutjes Floris P. J. T.
Publication year - 2007
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.200700278
Subject(s) - bioconjugation , cycloaddition , chemistry , click chemistry , combinatorial chemistry , triazole , trifluoromethyl , tandem , computer science , organic chemistry , catalysis , materials science , alkyl , composite material
Who needs copper? There is a strong demand for ligation reactions that proceed spontaneously, selectively, and under physiological conditions. To meet these criteria, we used trifluoromethyl‐substituted oxanorbornadienes in reactions with various azides, and achieved an elegant tandem [3+2] cycloaddition–retro‐Diels–Alder reaction that forms stable 1,2,3‐triazole‐linked bioconjugates (see scheme).